$171 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$389
Alaska Airlines
Tue 3/3Wed 3/4
LIH - ORD • 2 stops
Cheapest non-stop
$532
Typical prices: $551-$1,363
American Airlines
Fri 1/16Sun 1/25
HNL - ORD • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
6:48 am - 11:59 pmLIH-ORD
13h 11m2 stops
Alaska Airlines Logo
8:20 am - 12:47 pmORD-LIH
32h 27m1 stop
$389Alaska Airlines
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Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
6:00 am - 11:59 pmKOA-ORD
13h 59m2 stops
Alaska Airlines Logo
3:07 pm - 3:53 pmORD-KOA
28h 46m1 stop
$399Alaska Airlines
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Tue, Dec 9 - Sat, Dec 13
Multiple Airlines Logo
1:55 pm - 6:05 amOGG-ORD
36h 10m2 stops
Multiple Airlines Logo
9:06 pm - 12:19 pmORD-OGG
19h 13m1 stop
$410Multiple Airlines
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Tue, Dec 9 - Sat, Dec 13
Multiple Airlines Logo
4:04 pm - 6:05 amOGG-ORD
34h 01m1 stop
Multiple Airlines Logo
9:06 pm - 12:19 pmORD-OGG
19h 13m1 stop
$413Multiple Airlines
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Fri, Jan 16 - Sun, Jan 25
Delta Logo
10:30 pm - 9:52 pmHNL-ORD
19h 22m2 stops
Delta Logo
7:20 am - 3:56 pmORD-HNL
12h 36m1 stop
$456Delta
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Wed, Dec 24 - Wed, Dec 31
Delta Logo
4:45 pm - 9:01 amHNL-ORD
12h 16m1 stop
Delta Logo
7:00 am - 3:08 pmORD-HNL
12h 08m1 stop
$461Delta
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Wed, Jan 7 - Mon, Jan 12
Southwest Logo
8:10 am - 5:05 amHNL-MDW
16h 55m1 stop
Southwest Logo
6:10 am - 3:10 pmMDW-HNL
13h 00m1 stop
$562Southwest
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Wed, Jan 7 - Mon, Jan 12
Southwest Logo
8:10 am - 10:40 pmHNL-MDW
10h 30m1 stop
Southwest Logo
8:10 am - 9:00 pmMDW-HNL
16h 50m2 stops
$567Southwest
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Tue, Apr 7 - Sun, Apr 12
American Airlines Logo
1:49 pm - 12:17 pmKOA-ORD
17h 28m1 stop
American Airlines Logo
8:20 pm - 12:12 pmORD-KOA
20h 52m1 stop
$567American Airlines
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Wed, Nov 26 - Thu, Nov 27
American Airlines Logo
3:01 pm - 5:56 amOGG-ORD
10h 55m1 stop
American Airlines Logo
7:29 am - 3:30 pmORD-OGG
12h 01m1 stop
$574American Airlines
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$171
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Honolulu to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $3,759
Business Class flights to Chicagofrom $3,402
Prem Econ Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $350